9. Cruel Intentions (1999)

If you’re not quite sure where your date stands in terms of taste, Cruel Intentions should be your go-to pick for a steamy flick. I know it’s a bit out of left field, but hear me out — this late-'90s teen film covers all the bases. It’s at once surprisingly good, “so bad it’s good”, and totally nostalgic in a “what ever happened to Ryan Phillippe?” sorta way. Oh, and it’s got that scene where Sarah Michelle Gellar macks on Selma Blair. Remember that? Yeah, you do.